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Hybridization of atomic orbitals In general VSEPR predicts the
Hybridization of atomic orbitals In general VSEPR predicts the

... In general VSEPR predicts the shape of molecules and ions accurately CH4 : tetrahedral Four equal bonds with equal HCH angles A covalent bond is formed by sharing two electrons by two atoms Imagine an orbital (containing 1 electron) from one atom overlaps with an orbital from the other atom to form ...
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... fluorine. The m/z=51 ion represents half the molecule. A hydrogen shift is necessary to explain the m/z=33 ion. 1,1,1,2-tetrafluoroethane. Important differences from isomer 1 are that the m/z=51 ion is much smaller, m/z=33 is much larger, and a new strong ion at m/z=69 has appeared. Since fluorine i ...
Document
Document

... offers to nucleophilic attack. The nucleophile must approach the alkyl halide from the side opposite the bond to the leaving group, and this approach is hindered by alkyl substituents on the carbon that is being attacked. The three hydrogens of methyl bromide offer little resistance to approach of t ...
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... of 0.3–0.5 mm as summarized in Table 1. Fairly uniform and equiaxed grain structure was obtained for the present materials. As shown in our previous reports, it has been revealed with high-resolution transmission electron microscopy technique that there is no second phase such as second phase partic ...
4.5: Bonding in Alcohols and Alkyl Halides
4.5: Bonding in Alcohols and Alkyl Halides

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Nucleophilic substitution at saturated carbon
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2-Norbornyl cation



In organic chemistry, the term 2-norbornyl cation (equivalent with 2-bicyclo-[2.2.1]heptyl cation) describes one of the three carbocations formed from derivatives of norbornane. Though 1-norbornyl and 7-norbornyl cations have been studied, the most extensive studies and vigorous debates have been centered on the exact structure of the 2-norbornyl cation.The 2-norbornyl cation has been formed from a variety of norbornane derivatives and reagents. First reports of its formation and reactivity published by Saul Winstein sparked controversy over the nature of its bonding, as he invoked a three-center two-electron bond to explain the stereoselectivity of the resulting product. Herbert C. Brown challenged this assertion on the grounds that classical resonance structures could explain the stereospecificity without needing to adapt a new perspective of bonding.Evidence of the non-classical nature of the 2-norbornyl cation grew over the course of several decades, mainly through spectroscopic data gathered using methods such as Nuclear magnetic resonance (NMR). Crystallographic confirmation of its non-classical nature did not come until quite recently.The nature of bonding in the 2-norbornyl cation incorporated many new ideas into the field’s understanding of chemical bonds. Similarities can be seen between this cation and others, such as boranes.
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